Aminomethylation of 6-hydroxy- and 6-hydroxy-7-methylaurones by the alkaloid cytisine was studied. It was shown that the aminomethylation of the 6-hydroxyaurones occurred at the 7-position of the benzofuran ring and at the 5-position if the 7-position was occupied.
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J. Rouden, M.-C. Lasne, J. Blanchet, and J. Baudoux, Chem. Rev., 114, 712 (2014).
I. V. Kulakov and O. A. Nurkenov, Khim. Interesakh Ustoich. Razvit., 20, 275 (2012).
E. G. Perez, C. Mendez-Galvez, and B. K. Cassels, Nat. Prod. Rep., 29, 555 (2012).
M. S. Frasinyuk, V. I. Vinogradova, S. P. Bondarenko, and V. P. Khilya, Chem. Nat. Compd., 43, 590 (2007).
M. S. Frasinyuk, A. V. Turov, V. I. Vinogradova, and V. P. Khilya, Chem. Nat. Compd., 43, 176 (2007).
M. S. Frasinyuk, A. V. Turov, V. I. Vinogradova, and V. P. Khilya, Chem. Nat. Compd., 43, 285 (2007).
S. P. Bondarenko, M. S. Frasinyuk, V. I. Vinogradova, and V. P. Khilya, Chem. Nat. Compd., 46, 771 (2010).
S. P. Bondarenko, M. S. Frasinyuk, V. I. Vinogradova, and V. P. Khilya, Chem. Nat. Compd., 47, 604 (2011).
R. Haudecoeur and A. Boumendjel, Curr. Med. Chem., 19, 2861 (2012).
X.-N. Li, Z.-Q. Lu, S. Qin, H.-X. Yan, M. Yang, S.-H. Guan, X. Liu, H.-M. Hua, L.-J. Wu, and D.-A. Guo, Tetrahedron Lett., 49, 3797 (2008).
K. A. Krasnov, V. G. Kartsev, and A. S. Gorovoi, Chem. Nat. Compd., 36, 192 (2000).
K. A. Krasnov, V. G. Kartsev, A. S. Gorovoi, and V. N. Khrustalev, Chem. Nat. Compd., 38, 450 (2002).
A. M. Gazaliev, M. K. Ibraev, M. B. Isabaeva, and Z. A. Ibataev, Russ. J. Gen. Chem., 83, 1098 (2013).
I. V. Kulakov, Chem. Nat. Compd., 47, 597 (2011).
I. V. Kulakov and D. M. Turdybekov, Chem. Heterocycl. Compd., 46, 839 (2010).
W. Zhao, J. Sun, H. Xiang, Y. Y. Zeng, X. B. Li, H. Xiao, D. Y. Chen, and R. L. Ma, Bioorg. Med. Chem., 19, 3192 (2011).
T. Narsinghani, M. Sharma, and S. Bhargav, Med. Chem. Res., 22, 4059 (2013).
M. P. Carrasco, A. S. Newton, L. Goncalves, A. Gois, M. Machado, J. Gut, F. Nogueira, T. Hanscheid, R. C. Guedes, D. J. V. A. dos Santos, P. J. Rosenthal, and R. Moreira, Eur. J. Med. Chem., 80, 523 (2014).
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Translated from Khimiya Prirodnykh Soedinenii, No. 4, July–August, 2017, pp. 603–607.
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Popova, A.V., Bondarenko, S.P., Podobii, E.V. et al. Synthesis of Flavonoid Derivatives of Cytisine. 5. Aminomethylation of 6-Hydroxyaurones. Chem Nat Compd 53, 708–713 (2017). https://doi.org/10.1007/s10600-017-2096-y
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DOI: https://doi.org/10.1007/s10600-017-2096-y